Windermere Prep School Calendar

Below you’ll find all the key dates and deadlines for Windermere Preparatory School.

Key Term Dates - Academic Calendar

Click the button below to download the full calendar.

WPS 2026-27 School Year Calendar

First Day of School for all Lower School students, all 6th grade students, all 9th grade students, and all New 7th, 8th, 10th, 11th, and 12th grade students

Wednesday, Aug 12, 2026

First Day of School for All Middle School and High School students

Thursday, Aug 13, 2026

Middle School Back to School Night

Monday, Aug 24, 2026

High School Back to School Night

Tuesday, Aug 25, 2026

Lower School Back to School Night

Wednesday, Aug 26, 2026

Labor Day - NO SCHOOL

Monday, Sep 07, 2026

Conference Day - NO SCHOOL

Friday, Sep 18, 2026

Teacher Work Day - EARLY RELEASE

Wednesday, Oct 07, 2026

Teacher Professional Development Day - NO SCHOOL

Thursday, Oct 08, 2026

Fall Break - NO SCHOOL

Friday, Oct 09 to Monday, Oct 12, 2026